Canadine; (S)-form, 8-Oxo
AlkaPlorer ID: AK291523
Synonym: 12,13-Dihydro-8-oxoberberine, 8-Oxotetrahydroberberine, 8-Oxocanadine, Gusanlung B
IUPAC Name: 16,17-dimethoxy-5,7-dioxa-13-azapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-2,4(8),9,15(20),16,18-hexaen-14-one
Structure
SMILES: COC1=C(OC)C2=C(C=C1)CC1C3=CC4=C(C=C3CCN1C2=O)OCO4
InChI: InChI=1S/C20H19NO5/c1-23-15-4-3-12-7-14-13-9-17-16(25-10-26-17)8-11(13)5-6-21(14)20(22)18(12)19(15)24-2/h3-4,8-9,14H,5-7,10H2,1-2H3
InChIKey: DESORMZUMYIKSG-UHFFFAOYSA-N
Reference
Minor alkaloid from Coscinium fenestratum
PubChem CID: 470418
CAS: 79082-05-6
LOTUS: LTS0242598
NPASS: NPC477259
COCONUT: CNP0142665.1
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Hydrastis canadensis | Hydrastis | Ranunculaceae | Ranunculales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
| Coscinium fenestratum | Coscinium | Menispermaceae | Ranunculales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 353.37400000000014
TPSA？: 57.23
MolLogP？: 2.728200000000001
Number of H-Donors: 0
Number of H-Acceptors: 5
RingCount: 5
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Candida albicans | Candida albicans | Activity | nan | None | 10.1021/np9701889 |
| Klebsiella pneumoniae | Klebsiella pneumoniae | Activity | nan | None | 10.1021/np9701889 |
| Mycobacterium intracellulare | Mycobacterium intracellulare | MIC | 50.0 | ug.mL-1 | 10.1021/np9701889 |
| Mycobacterium tuberculosis | Mycobacterium tuberculosis | MIC | 50.0 | ug.mL-1 | 10.1021/np9701889 |
| Mycolicibacterium smegmatis | Mycolicibacterium smegmatis | Activity | nan | None | 10.1021/np9701889 |
| Staphylococcus aureus | Staphylococcus aureus | Activity | nan | None | 10.1021/np9701889 |